The impact of bromine substitution on molecular structure and spectroscopic properties of (E)-3-(2-phenylhydrazineylidene) chromane-2, 4-dione
Document Type
Article
Publication Date
1-1-2025
Abstract
This investigation covers molecular modeling, vibrational dynamics and thermodynamics of (E)-3-(2-phenylhydrazineylidene)chromane-2, 4-dione and its bromine substituted counterpart. The optimization of molecular structures and calculation of harmonic vibrational frequencies have been performed at DFT/B3LYP level along with a conventional basis set 6-31++G(d, p). The single point energy calculations exhibit that the bromine substituted counterpart of the considered compound is more stable and more reactive. Moreover, we have also recorded FTIR spectra of the considered compound and its bromine substituted counterpart in 4000-400 cm-1 spectral range. The recorded spectra have been compared with simulated spectra of the compounds. To compute the detailed vibrational assignment, the normal coordinate analysis (NCA) method at Molvib program was employed. The natural bond orbital (NBO) calculations for both structures have been carried out, and the results show that intramolecular interactions resulting from the overlap of bonding and anti-bonding orbitals cause intramolecular charge transfer (ICT), which stabilizes the system.
Keywords
Electronic structures, DFT, FTIR, NBO
Divisions
chemistry
Funders
iHub Anubhuti-IIITD Foundation under the National Mission on Interdisciplinary Cyber-Physical Systems (NM-ICPS) (iHub Anubhuti/CHANA-KYA Fellowship Grant/l6)
Publication Title
Journal of the Indian Chemical Society
Volume
102
Issue
1
Publisher
Elsevier
Publisher Location
RADARWEG 29, 1043 NX AMSTERDAM, NETHERLANDS